Caribbean Boat Rentals & Yacht Charters - 2026

Caribbean Reviews

1. 

   Chasen

   Reel Paradise Key West Sandbar + Snorkel + Private Charter + Light Tackle Fishin

   My and girlfriends first time In the keys and we did it the right way. This boat was so fun and fast and very Clean. Our captain was absolutely the best. He was a vibe the whole time and took us to the most beautiful spots

2. 

   Robert

   Imagine Sailing Catamaran Charter in Simpson Bay, Sint Maarten

   Had an amazing time Garth and Lucy were super great recommend them 10000% great people good vibes and they assisted so well would def book them again !

3. DL

   Doug

   Enjoy and live the best Experience| Azimut 60ft Yacht For Adventures in Miami

   Had a great time on Jimmy's boat! After some initial trepidation coming from some communication delay and having to change to embarkation point after we arrived, we had a GREAT time. The captain and his first mate were first rate, the boat was in good shape and the pricing was reasonable. This rental was a lot of fun and very reasonable for the size of the boat. 10 out of 10 would recommend, just be aware that Jimmy may be using a captain and you have to wait for that individual to reach out, which for us caused a little anxiety at first as this was our first time renting with Jimmy,we did not know what to expect, and we finally heard from the captain a little closer to the time of rental than we would have liked. Additionally, understand that pick ups on the Miami River have to be a little stealthy as most places that are open (without dock fees) are patrolled to prevent folks from using them (Because why not, right?) . Hence we arrived at the arranged pick up spot, we parked, unloaded the car, then had to watch as the boat was told by a security guard it had to leave. We had to find another spot at a different place on the other side of the river to actually board. Cue second anxiety attack lol. That said, once we loaded the boat was great (clean and safe), captain was great, first mate was great. They took us to the bay to chill, we flagged down jet skis and hoped on those, drank, floated on the water, and just all around made merry. My recommendation would be try to stay Zen; it's a boat trip, it's supposed to be fun, and it will be if you are able to be flexible when need be. Again, I would definitely recommend Jimmy's boat!

4. 

   Andre

   Enjoy This Beautiful 60” Searay! with FREE HOUR

   Amazing experience! Listing was accurate and the host showed great flexibility. Ensured that I was accommodated. Thoroughly enjoyed my time. My captain and deck hand were exceptional. Captain Paulo and Sway were incredible! Thank you for being so flexible and easy going. It was a last minute booking like within 90 min and they made it Happen. I will be back.

5. BL

   Bill

   Reel Paradise Key West Sandbar + Snorkel + Private Charter + Light Tackle Fishin

   We booked a charter with Carlos. He responded quickly and with a great price. Captain Mikey picked us up on time and the boat was so clean and nice. He took us to three old lighthouses off the coast where we enjoyed the clear water and sunshine. We enjoyed the entire trip and got some great photos. Thanks guys for a wonderful day out in the Keys. Bill n Vicki.

6. 

   Cassadee

   Reel Paradise Key West Sandbar + Snorkel + Private Charter + Light Tackle Fishin

   We had the BEST day out on the water with Captain TJ and Carlos from Reel Paradise Charters! From start to finish, they made the entire experience so fun, smooth, and unforgettable. TJ was absolutely amazing — so knowledgeable, personable, and clearly passionate about what he does. He went above and beyond to make sure everyone was having a great time, and we couldn’t have asked for a better captain. Carlos was equally awesome, super friendly and attentive, and made sure everything ran perfectly. The boat was beautiful, the views were stunning, and the energy the whole day was unmatched. If you’re thinking about booking a boating adventure, I HIGHLY recommend Reel Paradise Charters — you’ll be in the best hands with TJ and Carlos!